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    首页 分子通 按分子结构分类 有机化合物 有机杂环化合物 香豆素

    香豆素

    香豆素 基本信息

    香豆素（Coumarin）是一类具有独特芳香气味的化合物，化学式为C9H6O2。它们属于苯骈α-呋喃酮类化合物，在自然界中广泛存在。

    结构特征

    香豆素的基本结构由苯环和呋喃酮构成，其中苯环与四个碳原子相连的呋喃酮单元形成独特的“香豆素环”。

    自然来源

    香豆素存在于多种植物、真菌及动物体内。在植物界中，它主要作为天然防御机制的一部分，用作对昆虫的化学信号。著名的例子包括：天竺葵科（如紫花苜蓿）、唇形科（如薄荷）和芸香科（如柑橘属果实）。此外，在真菌、苔藓及藻类中也有发现。

    化学性质 稳定性

    由于其独特的结构，香豆素表现出良好的化学稳定性。它们不易被氧化或还原，但可以与其他化合物发生多种类型的反应，包括缩合、取代等。

    生物活性

    许多香豆素衍生物具有生物活性，能够引起抗菌、抗炎、抗氧化等多种作用。这些特性使它们成为医药、食品添加剂等多个领域的重要研究对象。

    应用领域 医药行业

    在制药业中，某些结构类似物被开发为药物先导化合物。例如，香豆素类抗生素是最早的广谱抗生素之一；一些香豆素衍生物还表现出抗癌潜力。

    食品工业

    由于其独特的香气和味道，在食品加工中也得到了广泛应用，常作为香精成分使用。

    其他应用

    此外，它们还在染料生产、农药开发等多个领域展现出潜在价值。

    生产方法

    香豆素可通过多种合成路径获得。传统的化学合成涉及从苯甲醛出发的反应；而近年来，通过生物转化技术，利用微生物发酵过程制备天然香豆素也成为一种可持续的方法。

    总之，香豆素因其独特的结构和广泛的生物学应用，在多个领域中发挥着重要作用，并且仍然是有机化学研究中的一个重要课题。

    相关化合物

    中文名称 英文名称 CAS号 化学式 结构式图片
    —— 6-hydroxy-3-phenyl-3-(4(trifluoromethyl)phenyl)benzofuran-2(3H)-one 1373335-25-1 C21H13F3O3
    6-hydroxy-3-phenyl-3-(4(trifluoromethyl)phenyl)benzofuran-2(3H)-one
    —— 3-(4-fluorophenyl)-6-hydroxy-3-phenylbenzofuran-2(3H)-one 1373335-24-0 C20H13FO3
    3-(4-fluorophenyl)-6-hydroxy-3-phenylbenzofuran-2(3H)-one
    —— N-{6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}-2,3-dihydro-1-benzofuran-2-carboxamide 1313727-86-4 C24H21N7O3
    N-{6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-(2,3-dihydro-2-benzofuranyl)-2-imidazoline hydrochloride 89197-28-4 C11H12N2O
    2-(2,3-dihydro-2-benzofuranyl)-2-imidazoline hydrochloride
    —— (3S)-1-(3-chloro-4-methylphenyl)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione 1258326-17-8 C25H18ClNO4
    (3S)-1-(3-chloro-4-methylphenyl)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione
    —— 2-amino-2-(5-chloro-2,3-dihydro-1-benzofuran-2-yl)propanenitrile 1047648-49-6 C11H11ClN2O
    2-amino-2-(5-chloro-2,3-dihydro-1-benzofuran-2-yl)propanenitrile
    —— 2-amino-2-(5-bromo-2,3-dihydro-1-benzofuran-2-yl)propanenitrile 1047648-47-4 C11H11BrN2O
    2-amino-2-(5-bromo-2,3-dihydro-1-benzofuran-2-yl)propanenitrile
    —— (Z)-2-(4-methylbenzylidene)-2,3-dihydrobenzofuran-3-ol 1262020-40-5 C16H14O2
    (Z)-2-(4-methylbenzylidene)-2,3-dihydrobenzofuran-3-ol
    —— [carbamoyl-[(3R)-6-phenylmethoxy-2,3-dihydro-1-benzofuran-3-yl]amino] (4S)-4-benzyl-2-oxo-1,3-oxazolidine-3-carboxylate 1026190-77-1 C27H25N3O7
    [carbamoyl-[(3R)-6-phenylmethoxy-2,3-dihydro-1-benzofuran-3-yl]amino] (4S)-4-benzyl-2-oxo-1,3-oxazolidine-3-carboxylate
    —— 6-hydroxy-3-(4-methoxyphenyl)-3-phenylbenzofuran-2-(3H)-one 1373335-21-7 C21H16O4
    6-hydroxy-3-(4-methoxyphenyl)-3-phenylbenzofuran-2-(3H)-one
    —— 5-bromo-3-(2-methoxyphenyl)-3-phenyl-7H-furo[2,3-f]chromen-2-one 1373334-90-7 C24H17BrO4
    5-bromo-3-(2-methoxyphenyl)-3-phenyl-7H-furo[2,3-f]chromen-2-one
    —— 5-bromo-6-hydroxy-3-(2-methoxyphenyl)-3-phenylbenzofuran-2(3H)-one 1373335-32-0 C21H15BrO4
    5-bromo-6-hydroxy-3-(2-methoxyphenyl)-3-phenylbenzofuran-2(3H)-one
    —— 6-hydroxy-3-(2-methoxyphenyl)-3-phenylbenzofuran-2(3H)-one 1373335-23-9 C21H16O4
    6-hydroxy-3-(2-methoxyphenyl)-3-phenylbenzofuran-2(3H)-one
    —— 6-hydroxy-3-(naphthalen-2-yl)-3-phenylbenzofuran-2(3H)-one 1373335-27-3 C24H16O3
    6-hydroxy-3-(naphthalen-2-yl)-3-phenylbenzofuran-2(3H)-one
    —— 2,3-dihydro-5-hydroxy-4,6-di-tert-butyl-2,2-dipentylbenzofuran 157360-23-1 C26H44O2
    2,3-dihydro-5-hydroxy-4,6-di-tert-butyl-2,2-dipentylbenzofuran
    —— (2,2-dibutyl-4,6-ditert-butyl-3H-1-benzofuran-5-yl) acetate 1026615-84-8 C26H42O3
    (2,2-dibutyl-4,6-ditert-butyl-3H-1-benzofuran-5-yl) acetate
    —— 5-acetoxy-4,6-di-tert-butyl-2,2-diethyl-2,3-dihydrobenzofuran 157360-30-0 C22H34O3
    5-acetoxy-4,6-di-tert-butyl-2,2-diethyl-2,3-dihydrobenzofuran
    —— 5-acetoxy-4,6-di-tert-butyl-2,3-dihydro-2,2-dimethylbenzofuran 157360-27-5 C20H30O3
    5-acetoxy-4,6-di-tert-butyl-2,3-dihydro-2,2-dimethylbenzofuran
    —— 5-Hydroxy-4,6-Di-tert-Butyl-2,2-Dimethyl-2,3-Dihydrobenzofuran 157360-02-6 C18H28O2
    5-Hydroxy-4,6-Di-tert-Butyl-2,2-Dimethyl-2,3-Dihydrobenzofuran
    —— 4,6-di-tert-butyl-5-hydroxy-2,3-dihydrobenzofuran 157360-00-4 C16H24O2
    4,6-di-tert-butyl-5-hydroxy-2,3-dihydrobenzofuran
    —— 4,6-Di-tert-Butyl-2,2-Di-n-Butyl-5-Hydroxy-2,3-Dihydrobenzofuran 157360-05-9 C24H40O2
    4,6-Di-tert-Butyl-2,2-Di-n-Butyl-5-Hydroxy-2,3-Dihydrobenzofuran
    —— ethyl 2-cyano-3-phenyl-2,3-dihydronaphtho[1,2-b]furan-2-carbimidate 1613306-44-7 C22H18N2O2
    ethyl 2-cyano-3-phenyl-2,3-dihydronaphtho[1,2-b]furan-2-carbimidate
    —— dimethyl 3-phenylnaphtho[1,2-b]furan-2,2(3H)-bis(carbimidate) 1613306-64-1 C22H20N2O3
    dimethyl 3-phenylnaphtho[1,2-b]furan-2,2(3H)-bis(carbimidate)
    —— (5-bromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methanol 1234846-75-3 C11H13BrO2
    (5-bromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methanol
    —— 5-bromo-7-(chloromethyl)-2,2-dimethyl-2,3-dihydrobenzofuran 1234846-77-5 C11H12BrClO
    5-bromo-7-(chloromethyl)-2,2-dimethyl-2,3-dihydrobenzofuran
    —— 6-methoxy-4-methyl-2,3-dihydrobenzofuran 73879-14-8 C10H12O2
    6-methoxy-4-methyl-2,3-dihydrobenzofuran
    —— (Z)-3-(2,2-diethoxyethylidene)-2,3-dihydrobenzofuran 1188474-19-2 C14H18O3
    (Z)-3-(2,2-diethoxyethylidene)-2,3-dihydrobenzofuran
    —— (E)-ethyl 4-(benzofuran-3(2H)-ylidene)pentanoate 1188474-39-6 C15H18O3
    (E)-ethyl 4-(benzofuran-3(2H)-ylidene)pentanoate
    —— (E)-2-(benzofuran-3(2H)-ylidene)-1-phenylpropan-1-ol 1188474-26-1 C17H16O2
    (E)-2-(benzofuran-3(2H)-ylidene)-1-phenylpropan-1-ol
    —— (E)-3-(pent-4-en-2-ylidene)-2,3-dihydrobenzofuran 1188474-33-0 C13H14O
    (E)-3-(pent-4-en-2-ylidene)-2,3-dihydrobenzofuran
    —— (E)-methyl 3-(benzofuran-3(2H)-ylidene)-2-methylbutanoate 1188474-38-5 C14H16O3
    (E)-methyl 3-(benzofuran-3(2H)-ylidene)-2-methylbutanoate
    —— (E)-3-((E)-pent-3-en-2-ylidene)-2,3-dihydrobenzofuran 1188474-34-1 C13H14O
    (E)-3-((E)-pent-3-en-2-ylidene)-2,3-dihydrobenzofuran
    —— (E)-3-(1-phenylpropan-2-ylidene)-2,3-dihydrobenzofuran 1188474-31-8 C17H16O
    (E)-3-(1-phenylpropan-2-ylidene)-2,3-dihydrobenzofuran
    —— tert-butyl 4-hydroxy-2-(hydroxymethyl)-2-methyl-2,3-dihydrobenzofuran-6-carboxylate 955886-15-4 C15H20O5
    tert-butyl 4-hydroxy-2-(hydroxymethyl)-2-methyl-2,3-dihydrobenzofuran-6-carboxylate
    —— 5-Hydroxy-2-octyl-2,3-dihydrobenzofuran 172083-58-8 C16H24O2
    5-Hydroxy-2-octyl-2,3-dihydrobenzofuran
    —— Phenyl N-[2,3-dihydro-7-(pyrid-3-yl)benzofuran-5-yl]carbamate 264617-15-4 C20H16N2O3
    Phenyl N-[2,3-dihydro-7-(pyrid-3-yl)benzofuran-5-yl]carbamate
    —— 4-fluoro-N-(2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydro-1-benzofuran-5-yl)benzamide 274907-79-8 C26H26FNO2
    4-fluoro-N-(2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydro-1-benzofuran-5-yl)benzamide
    —— 2-(cyclopropylamino)-4-(2,3-dihydrobenzofuran-6-yl)-6-hydroxypyrimidine-5-carbonitrile 945001-86-5 C16H14N4O2
    2-(cyclopropylamino)-4-(2,3-dihydrobenzofuran-6-yl)-6-hydroxypyrimidine-5-carbonitrile
    —— methyl 3-[[N'-benzyl-N-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]carbamimidoyl]-butylamino]-2-methylpropanoate 1028560-09-9 C30H43N3O5S
    methyl 3-[[N'-benzyl-N-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]carbamimidoyl]-butylamino]-2-methylpropanoate
    —— methyl 3-[butyl-[N'-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]-N-phenylcarbamimidoyl]amino]-2-methylpropanoate 1028560-15-7 C29H41N3O5S
    methyl 3-[butyl-[N'-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]-N-phenylcarbamimidoyl]amino]-2-methylpropanoate
    —— methyl 3-[benzyl-[N'-butyl-N-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]carbamimidoyl]amino]-2-methylpropanoate 1028560-01-1 C30H43N3O5S
    methyl 3-[benzyl-[N'-butyl-N-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]carbamimidoyl]amino]-2-methylpropanoate
    —— methyl 3-[butyl-[N'-butyl-N-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]carbamimidoyl]amino]-2-methylpropanoate 1028559-99-0 C27H45N3O5S
    methyl 3-[butyl-[N'-butyl-N-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]carbamimidoyl]amino]-2-methylpropanoate
    —— methyl 3-[benzyl-[N'-benzyl-N-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]carbamimidoyl]amino]-2-methylpropanoate 1028560-11-3 C33H41N3O5S
    methyl 3-[benzyl-[N'-benzyl-N-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]carbamimidoyl]amino]-2-methylpropanoate
    —— 6-(2,3-dihydro-1-benzofuran-7-yl)-4-N-methylpyrimidine-2,4-diamine 1612182-12-3 C13H14N4O
    6-(2,3-dihydro-1-benzofuran-7-yl)-4-N-methylpyrimidine-2,4-diamine
    —— methyl {(3S)-6-[{(3S)-7-[(5-fluoropyridin-2-yl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate 1258399-83-5 C26H21F4N3O5
    methyl {(3S)-6-[{(3S)-7-[(5-fluoropyridin-2-yl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— methyl {(3S)-6-[{(3S)-7-[(6-methylpyridin-3-yl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate 1258400-30-4 C27H24F3N3O5
    methyl {(3S)-6-[{(3S)-7-[(6-methylpyridin-3-yl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— methyl [(3S)-6-{[(3S)-7-(piperidin-1-yl)-2,3-dihydro-1-benzofuran-3-yl](trifluoroacetyl)amino}-2,3-dihydro-1-benzofuran-3-yl]acetate 1258399-10-8 C26H27F3N2O5
    methyl [(3S)-6-{[(3S)-7-(piperidin-1-yl)-2,3-dihydro-1-benzofuran-3-yl](trifluoroacetyl)amino}-2,3-dihydro-1-benzofuran-3-yl]acetate
    —— methyl {(3S)-6-[{(3S)-7-[(4-methylpyridin-2-yl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate 1258400-04-2 C27H24F3N3O5
    methyl {(3S)-6-[{(3S)-7-[(4-methylpyridin-2-yl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— methyl {(3S)-6-[{(3S)-7-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate 1258399-09-5 C27H29F3N2O6
    methyl {(3S)-6-[{(3S)-7-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— methyl [(3S)-6-({(3S)-7-[(4-methylpyridin-2-yl)amino]-2,3-dihydro-1-benzofuran-3-yl}amino)-2,3-dihydro-1-benzofuran-3-yl]acetate 1258402-10-6 C25H25N3O4
    methyl [(3S)-6-({(3S)-7-[(4-methylpyridin-2-yl)amino]-2,3-dihydro-1-benzofuran-3-yl}amino)-2,3-dihydro-1-benzofuran-3-yl]acetate